5,6a,7,12a-Tetrahydroisochromeno[4,3-b]chromene-2,3,7,10-tetrol

Details

• Internal ID: a7ba73bc-29e9-4653-8d6b-eaa440965691
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Pyranoflavonoids
• IUPAC Name: 5,6a,7,12a-tetrahydroisochromeno[4,3-b]chromene-2,3,7,10-tetrol
• SMILES (Canonical): C1C2=CC(=C(C=C2C3C(O1)C(C4=C(O3)C=C(C=C4)O)O)O)O
• SMILES (Isomeric): C1C2=CC(=C(C=C2C3C(O1)C(C4=C(O3)C=C(C=C4)O)O)O)O
• InChI: InChI=1S/C16H14O6/c17-8-1-2-9-13(4-8)22-15-10-5-12(19)11(18)3-7(10)6-21-16(15)14(9)20/h1-5,14-20H,6H2
• InChI Key: OPWUVOPHCMWWGJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₆
• Molecular Weight: 302.28 g/mol
• Exact Mass: 302.07903816 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.87
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7935	79.35%
Caco-2	-	0.8513	85.13%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6861	68.61%
OATP2B1 inhibitior	-	0.5774	57.74%
OATP1B1 inhibitior	+	0.9068	90.68%
OATP1B3 inhibitior	+	0.9888	98.88%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8597	85.97%
P-glycoprotein inhibitior	-	0.8723	87.23%
P-glycoprotein substrate	-	0.6797	67.97%
CYP3A4 substrate	+	0.5214	52.14%
CYP2C9 substrate	-	0.8005	80.05%
CYP2D6 substrate	+	0.3839	38.39%
CYP3A4 inhibition	-	0.8889	88.89%
CYP2C9 inhibition	+	0.5201	52.01%
CYP2C19 inhibition	-	0.6222	62.22%
CYP2D6 inhibition	-	0.7394	73.94%
CYP1A2 inhibition	+	0.8414	84.14%
CYP2C8 inhibition	-	0.6201	62.01%
CYP inhibitory promiscuity	-	0.6793	67.93%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5828	58.28%
Eye corrosion	-	0.9902	99.02%
Eye irritation	+	0.8070	80.70%
Skin irritation	-	0.5828	58.28%
Skin corrosion	-	0.9492	94.92%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6120	61.20%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7994	79.94%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8847	88.47%
Acute Oral Toxicity (c)	III	0.3551	35.51%
Estrogen receptor binding	+	0.5529	55.29%
Androgen receptor binding	-	0.5203	52.03%
Thyroid receptor binding	+	0.6790	67.90%
Glucocorticoid receptor binding	+	0.6146	61.46%
Aromatase binding	+	0.6631	66.31%
PPAR gamma	+	0.6188	61.88%
Honey bee toxicity	-	0.7954	79.54%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.8363	83.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.80%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.03%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.43%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.82%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.40%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.88%	97.09%
CHEMBL2581	P07339	Cathepsin D	84.48%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.48%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.88%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.26%	89.00%
CHEMBL2535	P11166	Glucose transporter	80.60%	98.75%
CHEMBL1951	P21397	Monoamine oxidase A	80.52%	91.49%

Plants that contains it

• Acacia carneorum
• Acacia crombiei

Cross-Links

• PubChem: 12314037
• LOTUS: LTS0248289
• wikiData: Q104193606